Caribbean Holidays

enduring laidback charm

From family escapes to couples retreats and adults only hideaways, each handpicked hotel in our Caribbean portfolio has something for all. Picture endless white beaches, warm shallow waters and untouched rainforests, all wrapped up in a carnival atmosphere with smiling hospitality that makes you feel welcome.

Caribbean Holidays

The white sandy beaches, lush tropical forests, crystal blue seas and friendly atmosphere of the Caribbean are the ideal combination for a relaxing and luxurious escape. Throughout the many Caribbean islands, there really is something for everyone. Whether it's the sunsoaked shores of Barbados, the sizzling cuisine of Antigua or the laid back atmosphere of Jamaica, you will surely find the ideal spot for your holiday this year. You'll also find a great range of accommodation. Along with our all-inclusive resorts and intimate boutique hotels, we offer everything from private villas with maid service and cook to barefoot beach huts.

Luxury Holidays to the Caribbean

If it's a luxury Caribbean holiday you're looking for, our destination experts offer a superb range of hotels to match your style. Whether you want a romantic honeymoon destination, an all-inclusive holiday for the family or a tranquil solo break, talk to our Caribbean travel team on 020 7749 9245, and plan a tropical getaway you'll never forget. Book now to take advantage of our range of direct deals with the area's best hotels, including: Sandy Lane in Barbados, and Jade Mountain and The Body Holiday in St Lucia. And don’t miss the special prices our experts have arranged with our preferred hotel partners in the Caribbean, such as the popular Sandals Resorts in Jamaica, Granada, Bahamas, Turks & Caicos and other islands.

School Holidays in the Caribbean


We have limited availability to the Caribbean over the Christmas & New Year school holidays. Our Christmas special offers are exclusive to us, with early January inbounds available. We have holidays to Barbados, Antigua, Jamaica and St Lucia, all with discounts for children and savings of up to 30%. Escape this winter and jet off to the sunny Caribbean for Christmas & New Year, plus find a host of other school holiday dates as far as Barbados, St Lucia, Cancun and Antigua that let you beat the rush for places during peak times. 

Book Early to Guarantee Your Caribbean Holiday Deals for 2021 & 2022

We have some great Caribbean holidays for 2021 available with up to 60% savings to some hotels and generous early booking discounts on our flights. Look for deals using our onsite Holiday Search facility or call the Kenwood team now on 020 7749 9245. Our flights are booked with our preferred partners Virgin Atlantic and British Airways. For pre-booked seats, teen discounts and any tailor-made requirement for your holiday, call our advisors now and let us take care of the details.

Caribbean Weather


Even from space, the Caribbean’s shallow cays and coral lagoons loom impossibly blue – testament to the archipelago’s invitingly warm waters – and illustrating the hot weather these islands are blessed with year-round. Welcome to one of finest climates in the Americas. Cooling north-easterly trade winds moderate the Caribbean’s on-land temperatures to a tropical 24°C to 32°C at sea level, and these readings will tend not to fluctuate regardless of time of day, month or season. Pretty predictable, but variations in the mercury levels do occur at higher altitudes, with hilly regions being slightly cooler.

Rather than a conventional four-season model to explain any meteorological variances, an understanding of the Caribbean’s weather patterns is probably best divided neatly into two. The rainy season – May to October – and the dry season, which corresponds to our winter. Don’t be disgruntled though – even during the so-called rainy season, wet conditions fluctuate and showers can be short-lived. Leeward sides of mountainous islands are known to remain dry throughout. So, if you’re beach ready and aching for some fun in the sun, the Caribbean is waiting to grace you with its gorgeous weather. The boxes are ticked for blue skies, clear waters and summer heat. 


Antigua

Sandals Grande Antigua Resort & Spa

5* out of 5 stars

  • 40% saving

7 nights Luxury Included ® including Virgin Atlantic flights from £1,650 per person

Antigua

Carlisle Bay

5* out of 5 stars

  • Free upgrade to Ocean Suite
  • 30% saving

7 nights Bed and Breakfast including British Airways flights from £1,761 per person

Antigua

Blue Waters

4.5* out of 5 stars

  • Up to 15% saving

7 nights Bed and Breakfast including Virgin Atlantic flights from £1,474 per person

Barbados

Sea Breeze Beach House

4.5* out of 5 stars

  • Up to 55% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,524 per person

Barbados

The SoCo Hotel

4* out of 5 stars

  • 55% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,286 per person

Barbados

Sugar Bay Barbados

4* out of 5 stars

  • 45% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,250 per person

Barbados

The Crane

4.5* out of 5 stars

  • 40% saving
  • Stay 7 pay 5

7 nights Bed and Breakfast including Virgin Atlantic flights from £986 per person

Cancun & Riviera Maya

Hyatt Zilara Cancun

5* out of 5 stars

  • Up to 25% saving

7 nights All Inclusive including British Airways flights from £1,411 per person

Cancun & Riviera Maya

Now Sapphire Riviera

5* out of 5 stars

  • 33% saving

7 nights All Inclusive including British Airways flights from £1,104 per person

Cancun & Riviera Maya

UNICO 20°87°

5* out of 5 stars

  • Up to 35% saving

7 nights All Inclusive including British Airways flights from £1,364 per person

Dominican Republic

Dreams Macao Beach Punta Cana Resort & Spa

5* out of 5 stars

  • Up to 40% saving

7 nights All Inclusive including British Airways flights from £1,076 per person

Dominican Republic

Hilton La Romana, an All Inclusive Family Resort

5* out of 5 stars

Edging a tropical jungle along an eco-beach, Hilton La Romana, an All Inclusive Family Resort, offers families a wide array of luxury amenities and activities, all included.

7 nights All Inclusive including British Airways flights from £1,272 per person

Dominican Republic

Secrets Royal Beach Punta Cana

5* out of 5 stars

  • Up to 20% saving

7 nights All Inclusive including British Airways flights from £1,218 per person

Grenada

Calabash Luxury Boutique Hotel & Spa

5* out of 5 stars

  • Half Board saving

7 nights Half Board including Virgin Atlantic flights from £1,964 per person

Grenada

Sandals Grenada Resort & Spa

5* out of 5 stars

  • 45% saving

7 nights Luxury Included ® including Virgin Atlantic flights from £1,741 per person

Grenada

Spice Island Beach Resort

5* out of 5 stars

  • Resort credit US$200 (per room per stay)
  • 25% saving

7 nights All Inclusive including Virgin Atlantic flights from £2,267 per person

Jamaica

Couples Tower Isle

5* out of 5 stars

  • Up to 48% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,289 per person

Jamaica

Couples Swept Away

5* out of 5 stars

  • Up to 50% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,474 per person

St Lucia

Coconut Bay Beach Resort & Spa

4* out of 5 stars

  • Up to 65% saving

7 nights Premium All Inclusive including British Airways flights from £1,289 per person

St Lucia

East Winds

4.5* out of 5 stars

  • 30% saving

7 nights All Inclusive including British Airways flights from £1,915 per person

St Lucia

The Landings Resort and Spa

5* out of 5 stars

  • 50% saving

7 nights Bed and Breakfast including British Airways flights from £1,316 per person

St Lucia

Windjammer Landing Villa Beach Resort

4.5* out of 5 stars

  • Complimentary bottle of Wine on arrival
  • Up to 55% saving

7 nights Bed and Breakfast including British Airways flights from £963 per person

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Multi-centre holidays

Experience more on holiday when you design your very own multi-centre itinerary, with expert guidance from our destination specialists